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2005
Oxazole derivatives
R 0220
Ruthenium- and Gold-Catalyzed Sequential Reactions: A Straightforward
of Substituted Oxazoles from Propargylic Alcohols and Amides. —
18- 114 Synthesis
An one-pot cyclization reaction of propargylic alcohols (I) bearing a terminal alkyne
moiety with amides (II) by the sequential action of Ru- and Au-catalysts gives the corresponding oxazoles (III) with complete regioselectivity. Further investigations involving the elucidation of the reaction mechanism suggest that propargylic amides, e.g.
(IV), are formed as intermediates. — (MILTON, M. D.; INADA, Y.;
NISHIBAYASHI*, Y.; UEMURA, S.; Chem. Commun. (Cambridge) 2004, 23,
2712-2713; Dep. Energy Hydrocarbon Chem., Grad. Sch. Eng., Kyoto Univ., Nishiyo,
Kyoto 615, Japan; Eng.) — M. Paetzel
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